North Fork, Long Island #WineandWellies

Start of the day #wineandwellies cross sound ferry days
Start of the day #wineandwellies

First, let it be known that I am not an intrepid person, never mind traveler. I’m just not. So when the day of our planned day trip to Long Island was also the day of the great Nor’Easter of ’14 (intrepid – no, dramatic –  yes), I was a little nervous. High winds? High seas? Rain? Was this a good idea? Well, it turns out it was a great idea, and luckily I had hardy traveling companions who picked me up and we headed south where, remarkably, the sun was EVEN out AND long enough for me to need to borrow sunglasses. Overcast skies beat down-pouring rain any day, and Connecticut and New York were not sharing the cloud storm that hung over Boston all day. So, yay for forced intrepid behavior and getting out of dodge and missing a truly ugly weather day here.

A group of travel writers all met at the charming ferry office where we sipped tea and coffee from the sweet snack shop and nibbled on scones that I baked that morning. We showed off our boots and prepared for a muddy day mucking around vineyards. Fun!

The Cross Sound Ferry was a smooth and fast ride to our destination, the North Fork of Long Island. Intrepid not, but curious I am, and I couldn’t wait to see the sights that my Boston blogger friends had checked out last spring.

Some of my wine and wellies companions for the day’s adventure were:

Melanie of A Beautiful Bite

Leah of Leah’s Life

Robin of Masshole Mommy

Gina of

Go read what they have to say about our day on their blogs. We were picked up by the charming and knowledgeable Jo-Anne (Vintage Tours with Jo-Ann Perry) who was in charge of making our day perfect )mission accomplished, Jo-Anne!) and I can’t say enough nice things about Jo-Anne and her tour. Fantastic, fun, perfectly timed and planned and super comfortable – I was happy to leave the driving and navigating to her! She even arranged to get wine boxes for our inevitable loot (instantly dubbed the Box of Calories)

First stop, The Candyman. It was great to see the vintage candy molds they used to use and get a peek into the back where all of the candy takes shape. I am a fan of both dark and milk chocolate especially from this sweet shop.

Next stop, Kontokosta Winery – so gorgeous that I have already decided that someone has to get married here asap! It is gorgeous, the wines are delicious and the owner is delightful. And they make and sell a killer tomato sauce – really!


Next stop lunch Jamesport Vineyard which is just as gorgeous as Kontokosta but in a completely different way. I love that the personalities of the owners are evident in the vineyards and in the wines themselves, it really is a wonderful way to learn more about their wines and how they are made. We first sat down at the rustic farmhouse table to a lovely lunch from NoFo Lunchbox – and what a lunch! fantastic sandwiches, salads, and scrumptious cookies.



Next up, Harbes Family Farm & Vineyard!

A wonderful family friendly farm stand, fantastic winery and farm with great activities for the kids, and you can take your wine with you as you walk around. Sample some of the delicious farm fresh food while you are at it!


And just a few minutes away, the fantastic Catapano Dairy Farm. A sweet place with a absolutely delicious cheese. Load up the calorie box!


East End Seaport Museum and Marine Foundation

This museum is one of the most family friendly and community spirited and charming places ever. The volunteer staff is knowledgeable and entertaining and the entire place is designed for kids.


Last stop – the Greenport Carousel

Another charming and family friendly spot – this glass enclosed carousel with antique wooden horses and a brass ring grab is a showstopper. So much fun!


LI Weekends

A wonderful resource for the area and I love this from their website –

 About Long Island Weekends

There may be miles of difference between Brooklyn and Montauk.

But there really aren’t that many miles.

And along the way, there are literally hundreds of attractions to capture your attention. An event – or something you can make eventful – every single weekend day of the year.


Many thanks for a lovely day with my new favorite travel companions! What a wonderful opportunity to visit an area I had never been to and one I am sure to return to very soon.


Disclosure: I received no monetary compensation for this post. I did receive a complimentary tour for review. All opinions are, as always, my own.


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